(-)-methadone   Click here for help

GtoPdb Ligand ID: 1605

Synonyms: (R)-methadone | l-methadone | levomethadone
Compound class: Synthetic organic
Comment: (-)-methadone is a component of the approved drug methadone, and while it has been assigned an INN, it is not itself an approved drug. See our ligand entry for methadone for futher details.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 2
Hydrogen bond donors 0
Rotatable bonds 7
Topological polar surface area 20.31
Molecular weight 309.21
XLogP 4.59
No. Lipinski's rules broken 0
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Canonical SMILES CCC(=O)C(c1ccccc1)(c1ccccc1)CC(N(C)C)C
Isomeric SMILES CCC(=O)C(c1ccccc1)(c1ccccc1)C[C@H](N(C)C)C
InChI InChI=1S/C21H27NO/c1-5-20(23)21(16-17(2)22(3)4,18-12-8-6-9-13-18)19-14-10-7-11-15-19/h6-15,17H,5,16H2,1-4H3/t17-/m1/s1
Selectivity at GPCRs
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
μ receptor Hs Agonist Full agonist 9.2 pKi - 1
pKi 9.2 [1]
δ receptor Hs Agonist Full agonist 6.9 pKi - 1
pKi 6.9 [1]
κ receptor Hs Agonist Partial agonist 6.5 pKi - 1
pKi 6.5 [1]